Skip to main content

Melatonin

ADVERTISEMENT
Identification
Molecular formula
C13H16N2O2
CAS number
73-31-4
IUPAC name
N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide
State
State

At room temperature, melatonin is typically in a solid state.

Melting point (Celsius)
118.00
Melting point (Kelvin)
391.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
232.28g/mol
Molar mass
232.2780g/mol
Density
1.1740g/cm3
Appearence

Melatonin appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide (C13H16N2O2)

The solubility of N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide in various solvents reveals interesting insights into its chemical behavior. Understanding solubility is essential as it influences the compound's pharmacokinetics and bioavailability. Here are some key points regarding the solubility characteristics of this compound:

  • Polar Solvents: It tends to be more soluble in polar solvents like water and ethanol due to the presence of hydroxyl groups which enhance hydrogen bonding.
  • Non-Polar Solvents: Conversely, it may exhibit lower solubility in non-polar solvents, as these environments do not facilitate strong interactions.
  • pH Dependence: The solubility can also be affected by pH levels, as ionization of the amine group could increase the solubility in acidic or basic conditions.
  • Temperature Influence: Increased temperature generally improves solubility, making it easier for the compound to dissolve in solution.

In summary, the solubility of N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide is variable and influenced by several factors including the nature of the solvent and environmental conditions. This compound illustrates the complex interplay between molecular structure and solubility, making it a fascinating subject for further study.

Interesting facts

Interesting Facts about N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide

N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide is a fascinating compound that lies at the intersection of organic chemistry and medicinal applications. This compound is recognized for its structural relationship to the neurotransmitter serotonin, which plays a critical role in mood regulation and various physiological processes.

Key Characteristics

  • Serotonin Derivative: The compound is noted for its close structural similarity to serotonin, a vital neurotransmitter responsible for the regulation of mood, appetite, and sleep.
  • Potential Biological Activity: Due to its relation to serotonin, it has garnered attention in studies exploring its effects on neurological health and potential therapeutic properties.
  • Research Interest: Scientists are exploring its pharmacological potential, particularly in the treatment of psychiatric disorders and other conditions tied to serotonin dysregulation.

Furthermore, researchers are keen to uncover how variations in its structure can impact its biological activity. Understanding these relationships is crucial for the design of new pharmaceuticals that could help alleviate symptoms of various mental health conditions.

Future Directions

As the field of medicinal chemistry advances, N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide presents numerous opportunities for discovery:

  1. Investigating its interaction with serotonin receptors.
  2. Evaluating its efficacy in preclinical and clinical trials.
  3. Optimizing its structure to enhance selectivity and reduce side effects.

In summary, N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide is not only a compound of structural beauty but also one with significant potential in therapeutic applications. As research progresses, it could pave the way for better treatment options for those struggling with serotonin-related disorders.

Synonyms
N-Acetyl-5-hydroxytryptamine
N-acetylserotonin
1210-83-9
N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]acetamide
Normelatonin
N-ACETYL SEROTONIN
O-Demethylmelatonin
acetylserotonin
5-Hydroxy-N-acetyltryptamine
5-Hydroxymelatonin
Acetyl-5-hydroxy-tryptamine
N-(2-(5-Hydroxy-1H-indol-3-yl)ethyl)acetamide
P4TO3C82WV
CHEBI:17697
EINECS 214-916-5
Acetamide, N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-
CHEMBL33103
DTXSID00153106
MFCD00005656
Acetamide, N-[2-(5-hydroxyindol-3-yl)ethyl]-
N-ACETYL-2-(5-HYDROXYINDOL-3-YL)ETHYLAMINE
N-Acetylserotonin; Normelatonin; O-Demethylmelatonin
ACETAMIDE, N-(2-(5-HYDROXYINDOL-3-YL)ETHYL)-
ACETAMIDE, N-(2-(5-HYDROXY-1H-INDOL-3-YL)ETHYL)-
N-acetylhydroxytryptamine
UNII-P4TO3C82WV
3-(2-Acetamidoethyl)-5-hydroxyindole
Desmethylmelatonin
N-acetyl-serotonin
Serotonin,N-acetyl
N-acetyl serotonine
Acetylserotonin, N-
Serotonin, N-acetyl-
Spectrum_000369
Spectrum3_001871
Spectrum4_001268
Spectrum5_000975
Lopac-A-1824
Lopac0_000044
BSPBio_003342
KBioGR_001856
KBioSS_000849
N-Acetyltryptamine,5-Hydroxy
MLS000859911
DivK1c_000668
SCHEMBL422165
SPECTRUM1500700
GTPL5451
N-Acetylserotonin; Normelatonin
DTXCID3075597
BDBM29612
HMS502B10
KBio1_000668
KBio2_000849
KBio2_003417
KBio2_005985
KBio3_002844
Tryptamine, N-acetyl-5-hydroxy-
NINDS_000668
HMS2235E22
HMS3260I09
HMS3372M05
N-Acetyl-5-hydroxytryptamine, 99%
Tox21_500044
PDSP1_001650
PDSP1_001789
PDSP1_001790
PDSP1_001827
PDSP2_001634
PDSP2_001772
PDSP2_001773
PDSP2_001810
s2985
AKOS004120085
CCG-204140
DB04275
FA17088
HY-107854R
LP00044
SDCCGSBI-0050033.P003
IDI1_000668
N-Acetyl-5-hydroxytryptamine (Standard)
NCGC00015039-01
NCGC00015039-02
NCGC00015039-03
NCGC00015039-04
NCGC00015039-05
NCGC00015039-06
NCGC00015039-07
NCGC00015039-08
NCGC00015039-09
NCGC00093558-01
NCGC00093558-02
NCGC00093558-03
NCGC00093558-04
NCGC00093558-05
NCGC00260729-01
AS-59415
SMR000326772
DB-007732
HY-107854
A1277
CS-0030736
EU-0100044
NS00014788
A 1824
C00978
T70144
EN300-1699365
A804654
L000433
N-(2-(5-hydroxy-1H-indol-3-yl)ethyl) acetamide
N-Acetylserotonin;Normelatonin;O-Demethylmelatonin
SR-01000075660
N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]acetamide #
N-[2-(5-oxidanyl-1H-indol-3-yl)ethyl]ethanamide
Q4847704
SR-01000075660-1
BRD-K26140483-001-01-3
N-Acetyl-5-hydroxytryptamine, >=99% (TLC), powder
Q27216205
7D6F82BE-C205-424F-9F26-65CE227610C0
2,2,2-trideuterio-N-[1,1,2,2-tetradeuterio-2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide
214-916-5
N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]acetamide;5-Hydroxy-N-acetyltryptamine;5-Hydroxymelatonin